32789 Zip Code FL Real Estate, Homes with In County for Sale

Welcome to 2614 Parkland Drive. This is your chance to own a showpiece location with zoned for the coveted Audubon Park K-8 and Winter Park High School districts.

2614 Parkland Drive, Winter Park

$429,000

4 Beds ⋅ 2 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Rare opportunity in Winter Park's 32789! Located on a quiet cul-de-sac in one of Central Florida's most sought-after ZIP codes, this spacious 4-bedroom, 2-bath home offers approximately 2,400 square feet of living space, a brand new roof (2025), water heater (2021), and is situated on a generous lot with no HOA. Whether you're dreaming of creating your forever home, searching for your next renovation project, or looking to add a prime rental property to your portfolio, this is one you won't want to miss. With a little vision and updating, this property can truly shine in a neighborhood where beautifully renovated homes and stunning new construction continue to elevate property values. The location is exceptional—minutes from Park Avenue, Winter Park Village, top-rated schools, Rollins College, AdventHealth, downtown Orlando, and convenient access to I-4 and SR 408. Enjoy some of Central Florida's finest dining, boutique shopping, parks, museums, and entertainment, all just moments from your doorstep. Families will also appreciate Killarney Elementary School is just one street away. With endless possibilities to reimagine, renovate, or invest, opportunities to purchase a home like this seldom come along. If you're looking to build equity, generate rental income, or create the home you've always envisioned, this exceptional property is ready for its next chapter.

2323 Devon Court, Winter Park

$310,000

2 Beds ⋅ 1 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Roof 2018 | HVAC 2020| Set on a deep, tree-canopied lot in one of Winter Park's most desirable established neighborhoods, this charming single-story concrete-block home blends timeless character with everyday convenience. A grand oak shades the front lawn, helping cool the home and lower energy costs, while durable masonry construction, a dimensional-shingle roof, and a full-length driveway leading to a covered carport deliver lasting value and practical, protected parking with an attached workshop & storage room. A generous screened front porch offers a breezy, bug-free spot for morning coffee or evening relaxation before you step inside to a spacious living room featuring gleaming refinished hardwood floors and a wood-burning fireplace framed by a classic white mantel with fluted columns. A large picture window floods the room with natural light, and a graceful curved archway, one of the home's most distinctive architectural details, leads you deeper into the thoughtfully connected floor plan. The kitchen is efficiently designed with cabinetry lining both walls for ample storage, laminate counters, under-cabinet lighting, and a full stainless-steel appliance suite. A double sink offers plenty of room to work and a large window overlooks the lush backyard, with a rear door providing easy access for grilling and entertaining. The adjacent, light-filled dining room offers flexible space that works well for family meals, a home office, or a quiet reading nook. Two comfortable bedrooms feature hardwood floors, ceiling fans with lights, and built-in closets, one with built-in shelving, while the bright corner primary enjoys windows on two walls for excellent light and cross-ventilation. A full bathroom is finished with a tiled tub-and-shower combination, a wood vanity, and a frosted privacy window that brings in daylight while maintaining seclusion. Out back, a large, fully fenced yard framed by mature oaks, palms, and established privacy hedges creates a secluded, park-like retreat with ample room to garden, play, entertain, or add a pool. Just minutes from historic Park Avenue, residents enjoy boutique shopping, award-winning restaurants, sidewalk cafés, museums, and year-round community events, with nearby College Park adding popular dining, breweries, and specialty shops. Outdoor recreation abounds with Dubsdread Golf Course, Mead Botanical Garden, Kraft Azalea Garden, and numerous parks close by, plus easy access to Winter Park's scenic chain of lakes and walking trails, all without requiring waterfront ownership. Commuting is effortless thanks to convenient access to Interstate 4, Fairbanks Avenue, Lee Road, SR 426, and SR 436, providing quick connections throughout Central Florida. Downtown Orlando, the Orlando Health and AdventHealth medical campuses, and major employment centers are all within easy reach. With excellent shopping, grocery stores, entertainment, and cultural attractions nearby, this sought-after location offers the perfect balance of quiet residential living and close proximity to everything Central Florida has to offer. This listing is for a single home and lot at 846 Driver Ave, but the owner would also consider selling the adjacent home next door to the North at 844 Driver Ave. If you are interested in purchasing both homes simultaneously, contact listing agent for more details.

846 Driver Avenue, Winter Park

$569,000

3 Beds ⋅ 3 Baths ⋅ Fairshores Place SubDv. ⋅ 32789 Zip Code

Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle comes together with an inviting open floor plan, a private full fenced backyard with a pool designed for year-round enjoyment, and a location that's just minutes from everything that makes Winter Park one of Central Florida's most desirable communities. The heart of the home is a bright, open living space where the kitchen, dining, and living areas flow effortlessly together around a wood-burning fireplace. Filled with natural light and designed for connection, it's a space that feels equally suited for lively gatherings, holiday celebrations, or quiet evenings at home. Step outside and discover what truly sets this property apart. A sparkling private pool and a fully fenced quarter-acre yard that creates an outdoor retreat that's increasingly hard to find. Whether you're entertaining friends, watching children or pets play, or simply enjoying a peaceful morning by the pool, this backyard offers the space and privacy to enjoy Florida living the way it was meant to be. Thoughtful updates—including a new roof (2022), HVAC system (2022), fresh interior paint, and updated lighting—provide peace of mind while leaving opportunities for the next owner to make the home uniquely their own. Ideally located just minutes from Park Avenue's dining and boutiques, Lake Killarney, Hillstone, College Park and major commuter routes, this home offers exceptional convenience without sacrificing the character and charm that make Winter Park so special. With a private pool, two-car garage, generous outdoor space, and an open floor plan that truly lives for entertaining, 2803 Riddle Drive offers a rare opportunity to enjoy the Winter Park lifestyle at an exceptional value.

2803 Riddle Drive, Winter Park

$449,000

3 Beds ⋅ 2 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Tucked away on a quiet dead-end street just off Lake Killarney, this solid block 1960's ranch at 2611 Lotafun Avenue offers over 1,800 SF of living space with room to make it your own. Featuring 3 bedrooms and 2 full baths, this home boasts a charming front living room with a wood-burning fireplace, PLUS a spacious family room/sunroom with its own fireplace — perfect for cozy nights or entertaining. The primary bedroom features an en suite bath, while the hall bath charms with original tilework. Step outside to your private pool, set on a generous 0.24-acre lot with a backyard shed for extra storage. Additional highlights include an attached 2-car garage with bonus storage room, interior laundry, and a 2022 roof. All new electrical was just installed in June 2026 by Skolfield Homes, giving buyers peace of mind on one of the big-ticket items. Enjoy the tranquility of this established neighborhood while staying close to major roadways, shopping, and dining. Homes with this much character and potential in Winter Park don't come around often — bring your vision and make this one shine!

2611 Lotafun Avenue, Winter Park

$649,000

Tantum Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. THE best kept secret in WP! 6500sq/ft buildable lot located directly on famed 4th Fairway on WP9 – Winter Park Golf Course! Quiet, private & secluded setting with gorgeous views on dead end street with million $$ neighbors! Walk or bike to Park Avenue, dining and shopping, Rollins College and Winter Park Village. Rent or live in until you expand or build new in the renovated charming bungalow, w/ refinished hardwood floors, brand new kitchen with stainless appliances, 3 generous bedrooms, bonus Florida Room, PLUS single car garage! Cozy firepit seating area with twinkle lights overlooking the golf course. Don’t miss this “one of kind – live your best Winter Park life” opportunity!

1037 N Virginia Avenue, Winter Park

$649,000

3 Beds ⋅ 1 Baths ⋅ Tantum Add SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. THE best kept secret in WP! Newly renovated charming bungalow located directly on famed 4th Fairway on WP9 – Winter Park Golf Course! Quiet, private & secluded setting with gorgeous views on dead end street. Walk or bike to Park Avenue, dining and shopping, Rollins College and Winter Park Village. New roof and water heater 2023, refinished hardwood floors, new kitchen with stainless appliances, renovated bath, 3 generous bedrooms, bonus Florida Room, PLUS single car garage. Open patio in backyard with separate firepit seating area overlooking the golf course. Great rental and/or build your dream home! Don’t miss this “one of a kind – live your best Winter Park life” opportunity!

1037 N Virginia Avenue, Winter Park

$622,000

3 Beds ⋅ 3 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Super Location! Close to Urban Bike trail, Winter Park Village, Dubsdread Golf Course, Advent Health. This home was custom built with large white wood window casing, formal dining room with plenty of natural light, 10 foot ceilings, crown molding, 8 ft doors, upgraded tile, 3 sets of French Doors open to back and so much more. Gas fireplace in the family room with high-top bar seating in the kitchen also featuring upgraded granite countertops, stainless steel appliances including a gas range, and plenty of storage space with 42 cabinets. Oversized laundry room with extra storage space. Downstairs also features a spacious half bath with a new countertop.All 3 bedrooms are Upstairs. Bathrooms all have new Quartz counters from recent renovations. All bedrooms come with large closets. 2nd and 3rd bedrooms are connected with "Jack and Jill' bathroom with 2 separate sinks. Master Bathroom has large walk-in shower and separate Jetted Tub.Long driveway provides access to detached oversized garage in the back. Wrought iron fencing in backyard adds to a wonderfully landscaped yard.Nearby is Rollins College, the Charles Hosmer Morse Museum of American Art, Mead Botanical Garden, Albin Polasek Museum and Sculpture Gardens, the Enzian Theater, and so much more.Winter Park is also home to over 70 parks, all home to various events, festivals and celebrations throughout the year.A quick ride to almost anywhere in central Florida, minutes to Downtown Orlando, Winter Park Village, College Park, and Park Ave, 20 min to Disney World, and plenty of shopping and award-winning restaurants just minutes away! Pictures taken January 2024

685 Overspin Drive, Winter Park

$1,395,000

4 Beds ⋅ 4 Baths ⋅ Windsong Elizabeths Walk SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Beautiful Windsong custom home completely reimagined with a sophisticated interior design overhaul that now presents as a true Winter Park boutique luxury residence. This stunning 4 bedroom, 3.5 bath home blends timeless elegance, thoughtful craftsmanship, and warm entertaining spaces in one of the area’s most sought-after neighborhoods. Every room feels intentional and refined, showcasing elegant finishes, designer touches, and a fresh, elevated aesthetic throughout. Recently fully repainted and enhanced with gorgeous new quartz countertops and a crisp white pearl subway tile backsplash, the home now feels both current and timeless while maintaining the charm and character buyers love about Winter Park living. At the heart of the home is a spectacular chef’s kitchen featuring top-of-the-line Viking and Bosch stainless steel appliances, including a Viking gas range with griddle, a large center island with counter seating, stunning cabinetry, and a dramatic 10-foot coffered ceiling. The kitchen flows seamlessly into the inviting family room with gas fireplace and custom window seating, creating the perfect setting for both everyday living and upscale entertaining. Triple French doors open to a generous covered lanai complete with a summer kitchen, built-in grilling station, and beautifully designed outdoor spaces beaming with old-world charm rarely found in newer construction homes. The turf backyard offers easy maintenance while creating a warm and private atmosphere for gatherings year-round. The formal dining room is equally impressive with crown molding, wainscoting, abundant natural light from the oversized bay window, and direct access to a convenient butler’s pantry and dry bar, making hosting effortless. Upstairs, the magnificent owner’s retreat offers oversized walk-in closets and a luxurious spa-inspired bathroom adorned with glorious marble tile work and elegant designer finishes. Two additional generously sized bedrooms share a marble bath and the 4th bedroom is currently shown as an office, with adjacent hall full bath. A downstairs powder room outfitted in new england blue theme is great for guests. Additional luxury features include hardwood flooring, plantation shutters, surround sound, tankless gas water heaters, an electric vehicle charger, oversized two-car garage with high ceilings and level 5 drywall finish, and countless thoughtful upgrades throughout. Located within the highly desirable Windsong community, residents enjoy access to incredible amenities including two resort-style pools, lakefront clubhouse, water park, playground, fishing pier, kayaks, paddleboards, and even a residents-only pontoon boat to explore the Winter Park Chain of Lakes. Just minutes from Park Avenue, Baldwin Park, and top-rated Winter Park schools, this is your opportunity to step directly into the Winter Park home of your dreams—fully upgraded, impeccably styled, and ready now.

1347 Chapman Circle, Winter Park

$375,000

2 Beds ⋅ 1 Baths ⋅ Glencoe SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Winter Park Charm Today — Endless Possibilities Tomorrow. Welcome to a rare find in one of Winter Park’s most sought-after neighborhoods. This cozy 2BR/1BA bungalow is full of charm and sits on a spacious quarter-acre lot, giving you room to dream big. The home itself is in great condition—bright, clean, and move-in ready. But what truly sets this property apart is the location and land. With new construction and beautifully updated homes all around, this is the perfect spot for anyone looking to build something special. Enjoy the home as it is, rent it out for steady income, or start planning your future build in a prime Winter Park setting. A property with this kind of potential doesn’t come around often.

2482 Roxbury Road, Winter Park

$4,285,000

4 Beds ⋅ 6 Baths ⋅ Winflor Court Pt Rep SubDv. ⋅ 32789 Zip Code

Beautifully built in 2022 by Lonnie Richardson, this custom one-story home sits on a quiet cul-de-sac in the heart of Winter Park. Designed with a modern, timeless style, it offers luxury finishes paired with a warm, comfortable feel. The home features 4,060 square feet, including four en-suite bedrooms, five full bathrooms, a powder bath, and a bonus room with a built-in office. The spacious gourmet kitchen overlooks the main living areas and pool, and is equipped with premium Wolf appliances and a separate chef’s kitchen for added convenience. Enjoy seamless indoor-outdoor living with a covered lanai featuring motorized screens, heaters, and a mosquito misting system. The outdoor space also includes a summer kitchen, gas fire pit, and a pool equipped with a swim jet system that creates a continuous current, effectively transforming it into an endless lap pool. A detached fitness studio with a steam shower provides a private wellness retreat. Additional highlights include custom built-ins, engineered hardwood floors and surround sound throughout. The oversized two-car garage offers epoxy flooring, custom storage, and a dog wash station. Irrigation is supplied by a private well, and the home also features underground utilities and a full security system. The exterior is designed for both beauty and low maintenance, with manicured landscaping and artificial turf that stays lush year-round. With no HOA, added privacy, and exceptional attention to detail throughout, this home offers a rare opportunity to experience luxury living at its finest. This home is conveniently located near the Enzian Theater and less than a mile from Winter Park Village, with top-rated schools nearby, this home combines comfort, style and an unbeatable location. Schedule your private showing today.

1441 Cardinal Court, Winter Park

$3,755,000

4 Beds ⋅ 5 Baths ⋅ Dixie Terrace SubDv. ⋅ 32789 Zip Code

Experience the art of luxury living just steps from the boutiques, cafés & celebrated dining of Park Avenue, Winter Park Village, Rollins College & the iconic Winter Park Art Festival. This beautifully crafted custom one-story pool home built in 2024 blends elegant design with an effortless, modern lifestyle. THIS HOME RECEIVED THE 2025 ARDA GRAND AWARD FOR CUSTOM HOME (built). A thoughtful quad split bedroom layout offers 4 bedrooms & 4.5 baths, including a serene primary suite with Hunter Douglas automated light filtering/light blocking shades. The primary suite includes a spectacular custom walk-in closet featuring an island, 36 drawers, built-in benches, dual hampers, a safe, locking jewelry drawers & display shelving. The ensuite bath provides a spa-like retreat. Additionally, two guest suites also enjoy private ensuite baths & large walk-in closets. The showpiece chef’s kitchen is designed for both culinary mastery & entertaining, featuring Dura Supreme cabinetry, a 60" Wolf dual fuel range with griddle, pot filler, 36" Sub Zero Designer Column refrigerator, Sub Zero freezer drawers, two Bosch dishwashers, Wolf microwave drawer, Revati dual tier 57" sink with custom inserts for colander, cutting board & strainer & dual automatic faucets. Dramatic 15-foot waterfall island with Dekton countertops & matching backsplash. A hidden scullery adds even more function with a French door refrigerator, sink, pantry shelving, Dekton counters & floating LED-lit shelves. The stylish wet bar includes white oak floating shelves with LED lighting, Dekton countertops & backsplash, a glass rinser, Scotsman gourmet ice machine & Thermador refrigerator drawers. Dining room has a climate-controlled wine cellar that holds up to 240 bottles. Enjoy picking lemons, limes & oranges from your own mature trees for juicing or garnishes. The expansive family room impresses with six LED-lit floating shelves, a 60" linear gas fireplace & an extraordinary 52 feet of 10-foot-tall sliding stacking patio doors that create seamless indoor-outdoor flow. Step outside to a resort-style outdoor kitchen & living area, complete with a Dekton waterfall countertop, Perlick refrigerator drawers & kegerator, 48" DCS grill with rotisserie & 2 side burners, pizza oven, Ruvati sink with ice chest, bar-height island seating, three 60" Minka Aire remote control fans, outdoor electric fireplace & retractable screens. The app-controlled pool features water elements, bubblers, two ledge loungers with umbrella holder/end table/ice chest & a 9-seat hot tub. Custom closets are found throughout the home, including the media room with built-in Queen Murphy bed & closet & a dedicated exercise room with closet or potential fifth bedroom. Large office filled with natural sunlight. The laundry room includes custom cabinetry with built-ins for pet bowls & bed & a fold-out ironing board. Additional features include Visual Comfort lighting, Guardian security system, Trane home automation, Quantum Fiber, built-in speakers throughout the main living areas & outdoor kitchen, living room & pool, Emtek hardware, PGT casement windows & 8" white oak hardwood floors. The sellers will also provide a one-year home warranty for added benefit. This home delivers a refined, fun & effortless luxury lifestyle in one of Winter Park’s most coveted locations—where every detail is designed to impress. Finding a one-story, almost-new home on a large lot in Winter Park is like finding a rare gem!

1117 Kenwood Avenue, Winter Park

$1,250,000

4 Beds ⋅ 4 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Discover Orwin Manor, one of Winter Park’s established neighborhoods centrally located within an easy distance to the Orange Avenue WP corridor and minutes to downtown Orlando. Transitional architecture with modern leaning influences, this home is designed for ease of living. This four-bedroom 3.5-bath home stretches across nearly 3,200 square feet and features open kitchen to dining and living spaces that all blend into a covered porch to backyard retreat. The kitchen is the center of the home with custom double-stacked cabinetry to ceiling, upgraded appliances, large pantry with barn door, center island with bar seating, and full granite slab backsplash and counters add to the artistry of the kitchen. Ceilings are upgraded throughout with floating box details with ambient lighting that gently wash the ceilings and colors can be changed as you wish. Dining and living spaces are generous, and lined with transom windows for privacy and natural light that creates a beautiful backdrop to gather and entertain in. Invisible back doors fully open to the lanai and slide into the wall, staying hidden, an elegant upgrade. Covered porch with tongue and groove ceiling overlooks saltwater pool with hot tub and spillway. Professionally landscaped includes a turfed putting green for the golf enthusiast. Additional main floor flex space can be additional living or home office. Secondary bedrooms are upstairs with generous bonus space and laundry. First-floor primary suite is light and bright, with coffered ceilings and a large walk-in closet. Primary bath is neutrally appointed with dual floating vanities with vessel sinks, a soaking tub, and walk-in shower with seamless glass. A transom window provides privacy and a glow of sunshine and warmth. Lots of seller upgrades. This property is turnkey. Orwin Manor is a special neighborhood blending historic homes with new builds and great neighborhood park to go to. It is also a strategic location, minutes to Park Avenue in Winter Park, known for its upscale dining, elevated cafés and luxury local shopping, also a short distance to Orange Avenue corridor in WP featuring Foxtail Coffee & Buttermilk Bakery and more, and minutes to the Mills district, Advent Health on Rollins as well as major roadways. Great schools, zoned for Edgewater High, known for its magnet program and close to Lake Highland and many other private school options.

1649 Harmon Avenue, Winter Park

$841,500

4 Beds ⋅ 2 Baths ⋅ Timberlane SubDv. ⋅ 32789 Zip Code

Welcome to this charming residence in the heart of sought-after Winter Park. Pride of ownership is evident throughout this home and significant updates include a new roof being installed before closing, HVAC replaced in 2020, updated electrical in 2023 and a plumbing repipe in 2012. The spacious layout provides comfortable living and entertaining with a formal living room, formal dining room and sun-filled Florida room. Storage is plentiful in this house with several spacious closets and a generously sized walk-in closet in the primary bedroom. The primary bath includes a separate make up and vanity space. The property sits at just over a quarter acre and includes a long, brick paver driveway with plenty of parking and a private rear-entry garage. Ideally situated near the best of Winter Park and Audubon Park, residents enjoy convenient access to local dining, shopping, parks, and top-rated schools, including Audubon Park K8 and Winter Park High School. This coveted neighborhood is full of charm and tons of beautiful oak trees. Walk to Fleet Peoples dog park, hop on the 3 mile trail around Lake Baldwin or ride your bike to Park Avenue and the Farmer's Market on the weekends. This is a wonderful opportunity to own a well-cared-for home in one of Central Florida’s most desirable communities. Schedule your private showing today and see how you can make this home yours!

2119 Howard Drive, Winter Park

$405,000

2 Beds ⋅ 2 Baths ⋅ Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code

WELCOME HOME to this rare Winter Park opportunity! Live minutes away Park Avenue in one of Winter Park’s most convenient hidden pockets. Rarely does a home become available on this quiet cul-de-sac directly across from Lake Bell — and this charming 2 bedroom, 2 bathroom bungalow delivers on location, character, and updates. Less than 5 minutes to Whole Foods, Winter Park Village, Trader Joe’s, and Life Time Fitness, and approximately 7 minutes to Park Avenue dining and shopping, you’re positioned in the heart of Winter Park. Inside, beautiful hardwood floors, abundant natural light, and a spacious living area create an inviting first impression. The updated kitchen features granite countertops, 42” white cabinetry, stainless steel appliances, and stylish terrazzo-inspired tile flooring. A versatile flex space offers options for a home office, formal dining room, or playroom. The enclosed sunroom provides additional square footage that could function as a den, secondary living space, or potential third bedroom. Both bathrooms have been fully remodeled with updated showers and modern vanities. The home sits on a generously sized lot and includes a storage shed for added convenience. Homes in this location rarely come to market — schedule your private showing today.

1028 Lake Bell Drive, Winter Park

$1,115,000

4 Beds ⋅ 4 Baths ⋅ Temple Estates SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park, this extensively renovated modern farmhouse offers exceptional value for the location. A circular drive and inviting front porch welcome you into light-filled living spaces enhanced by all-new energy-efficient windows, custom millwork and designer finishes throughout. The functional layout includes a first-floor guest suite, additional well-appointed bedrooms and updated baths. The kitchen is updated, featuring custom cabinetry, stone countertops and stainless appliances. The family room flows to a covered lanai and summer kitchen, overlooking a paver deck, pool, fire pit and putting green, ideal for year-round entertaining. The fully fenced backyard offers privacy and access to a detached garage with additional storage. Upstairs, the primary suite features a private balcony, a sitting area, a walk-in closet, and a spa-inspired bath with a freestanding tub and an oversized shower. An additional upstairs fourth bedroom en suite, used as a gym, offers flexibility for a home office or nursery. Renovated with quality and intention, including updated systems and recent roofs. Ideally, across from Phelps Park and just a few blocks from Interlachen Country Club and Winter Park Racquet Club.

1673 Mayfield Avenue, Winter Park

$6,111,000

5 Beds ⋅ 6 Baths ⋅ Green Oaks Rep SubDv. ⋅ 32789 Zip Code

Tucked away on a quiet and beautiful Lake Maitland lot in the highly desirable Green Oaks neighborhood, this stunning French Provincial residence offers magnificent water views from nearly every room. With one of the most private entrances and lots in all of Winter Park, this timeless home blends European charm with modern comfort. The light-filled, open floor plan features a downstairs primary suite and a gorgeous family room with gas fireplace, opening to the pool and lake. The gourmet kitchen, also facing the backyard, is the heart of the home. Featuring granite countertops, light cabinetry and gas cooktop. The open layout includes the eat-in breakfast area and family room. Multiple French doors to the pool and lakefront for everyday indoor-outdoor living and enjoy breathtaking views that make every moment feel like a getaway. Upstairs, two generously sized bedrooms-each with en-suite baths are joined by a cozy conversation area with lake views, a large bonus room and a private office/study that could easily be an additional bedroom. A connecting guesthouse offers a true retreat with two bedrooms, a full bath, living area and kitchen, perfect for hosting friends or family. Sparkling pool, lush landscaping, and private dock on Lake Maitland, enjoy awe-inspiring sunrise views over the Isle of Sicily. Craftsmanship is showcased throughout, from the millwork to the 4-car garage, with extensive updates: roof (2021), multiple A/C systems with UV lights (2020–2025), new flooring throughout downstairs and all bedrooms (2020), updated upstairs windows (2020), rebuilt balcony with Trex decking, new pool equipment (2020) and pool converted to salt (filter 2024), Generac whole-house generator, Trex deck and dock with new cables and 7,500-lb lift (2022), new primary, upstairs guest suites and powder baths (2025), marble porcelain fireplace surround, remote shades in the primary suite, and new lighting fixtures throughout. Surrounded by manicured grounds and minutes from downtown Winter Park, Park Avenue shopping and restaurants, Enzian Theater, library, bike paths, and top-rated schools, (Dommerich, Maitland Middle and Winter Park High School). Just around the corner from Park Maitland and near Lake Highland and Trinity Preparatory Schools. This lakeside masterpiece offers unmatched privacy, luxury, and timeless sophistication-a truly exceptional home. Ski, wakeboard, pontoon or cruise around Dog Island and Isle of Sicily on the chain of lakes. Enjoy the magic of the holiday season- festive boat parade and holiday light displays. 121 ft of lakefront on the Winter Park Chain of Lakes.

1860 Summerland Avenue, Winter Park

$700,000

Karolina On Killarney SubDv. ⋅ 32789 Zip Code

A unique opportunity in unincorporated Orange County, these three contiguous residential lots, each approximately 0.15 acres, totaling 0.45 acres or 20,244 square feet, are offered together as a prime redevelopment site. Zoned R-2, this assemblage is positioned adjacent to some of Winter Park’s most vibrant retail and restaurant corridors, including Hollieanna Shopping Center, Winter Park Village, Park Avenue, Lakeside, Lakeside Crossing, and Palm Hills, all recently redeveloped or newly constructed. The property features two cleared lots and one parcel with an existing single-family residence, historically used as an income property. All parcels are being sold as vacant land, presenting flexible options for future residential development. City sewer is connected, with potential annexation into the city of Winter Park and rezoning possibilities. Proximity to Interstate 4, U.S. Highway 17-92, and major retail destinations enhances accessibility and long-term investment value. Buyer to verify all redevelopment and rezoning requirements with Orange County and the City of Winter Park.

2002 Karolina Avenue, Winter Park

$600,000

3 Beds ⋅ 2 Baths ⋅ Orangewood Park SubDv. ⋅ 32789 Zip Code

In the heart of the Audubon Park Garden District you will find this updated mid-century modern home on a .17 acre homesite. A brick-paver driveway and front patio provide lots of curb appeal. Stepping inside you are greeted by warm bamboo flooring and tons of natural light thanks to updated windows (2013) throughout. The split floor-plan features 3 bedrooms and 2 bathrooms, both updated with newer tile and vanities. A 3-ton HVAC unit (2020) as well as a mini-split and ceiling fans keep the home comfortable throughout the Florida summer. When it's cooler, enjoy lounging in your fenced-in backyard on your rear lanai, accessible via a charming brick-paver path. Other notable features include upgraded kitchen cabinets, stainless LG appliances, blinds throughout and recessed lighting. An enclosed utility room provides tons of extra storage and convenience. The location of this home is less than 10 minutes to Park Avenue and just 2 blocks from Corrine Drive and all the wonderful shops and restaurants in Audubon Park. Enjoy walking to the East End Market to pick up some gourmet cheese, fresh baked bread and coffee on a Saturday morning! The highly desirable and award winning Audubon Park K8 School is also a mere 4 blocks away. The adjacent Baldwin Park neighborhood offers a plethora of parks, playgrounds, shopping, grocery and boutiques for your enjoyment. This home is also zoned for Winter Park High School, arguably one of the best high schools in the Orange County Public School district. The average home sale price in this neighborhood is $1.1 million, don't wait to become a part of this vibrant neighborhood. Schedule a showing today!

2812 Woodside Avenue, Winter Park

$3,350,000

4 Beds ⋅ 3 Baths ⋅ Timberlane Shores SubDv. ⋅ 32789 Zip Code

Welcome to 641 Virginia Drive, a rare and remarkable lakefront property located in the highly sought-after Timberlane Shores neighborhood of Winter Park. This expansive .48-acre lot offers approximately 100 feet of frontage on Lake Virginia, one of the most desirable lakes on the prestigious Winter Park Chain of Lakes. The existing 4-bedroom, 3-bath home features 3,223 square feet of living space and showcases Country French architectural charm, offering an ideal opportunity to renovate and enhance its timeless appeal—or build new and design a custom estate that takes full advantage of this exceptional lakefront setting. Whether modernizing the current layout or crafting an architectural masterpiece from the ground up, this property offers limitless potential. The home enjoys northern lakefront exposure, providing breathtaking views to the northeast of Winter Park’s protected Genius Preserve and to the west of the iconic Rollins College shoreline, creating a picturesque backdrop with year-round natural beauty and unforgettable sunsets. Significant recent improvements have already been made, including a new roof installed in 2023 with 50-year composite cedar shake shingles, offering the charm of natural materials with enhanced durability. In addition, the dock was redecked in 2023, making this waterfront ready for immediate enjoyment. A rare enclosed boathouse and private dock offer direct access to Lake Virginia and the entire Winter Park Chain of Lakes—ideal for boating, paddleboarding, and lakeside entertaining. Few properties in Winter Park feature this level of water access and historic charm on such a prime stretch of shoreline. Set among multimillion-dollar estates and located just minutes from Park Avenue’s renowned shopping and dining, Rollins College, the Winter Park Golf Course, and a variety of cultural amenities, this property provides the perfect balance of privacy and accessibility. Zoned for top-rated Audubon Park K-8 and Winter Park High School, it offers an ideal location for those seeking the best in lifestyle and education. Whether you're seeking a peaceful lakefront retreat, a renovation opportunity with character, or the perfect site to build your dream home, 641 Virginia Drive offers a once-in-a-generation opportunity in one of Central Florida’s most distinguished communities.

641 Virginia Drive, Winter Park

$1,635,000

4 Beds ⋅ 5 Baths ⋅ Acreage SubDv. ⋅ 32789 Zip Code

Get Busy Living the Winter Park lifestyle in this custom 4-bedroom, 4.5-bathroom pool home tucked away at the end of a 150-foot private drive with gate. Designed with comfortable yet sophisticated living space, this home is perfect for those seeking a serene retreat for both everyday living and entertainment. The heart of the home is the sizable kitchen, boasting a gas stove, high-end appliances, and a truly unique island crafted from reclaimed wood with a solid concrete countertop — a perfect blend of rustic charm and modern design. The primary retreat is conveniently located on the first floor, featuring a spa-like bathroom complete with a soaking tub and a spacious walk-in shower. Upstairs, you'll find two additional ensuite bedrooms with the 4th bedroom that doubles as a home office complete with built-in desk and murphy bed. A generously sized bonus room/living area upstairs provides additional flexibility for a media room, playroom, or home office. Outdoors, the professionally designed and illuminated landscaping sets a warm, welcoming tone which includes a spectacular 12' x 40' salt-filtered heated pool surrounded by a luxurious travertine deck with fire-pit. Close proximity to all the charm and amenities Winter Park has to offer. This exceptional home offers privacy, elegance, and thoughtful design at every turn. Call today for an easy showing!

2402.5 Temple Drive, Winter Park

$600,000

3 Beds ⋅ 3 Baths ⋅ Lake Knowles Terrace 2nd Add SubDv. ⋅ 32789 Zip Code

Value is in the land.

1550 Palm Avenue, Winter Park

$479,000

4 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Property being sold for lot value. 100 x 140. Zoned R2.

2011 Harmon Avenue, Winter Park

$586,500

3 Beds ⋅ 1 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

.

2361 Mulbry Drive, Winter Park

$305,000

2 Beds ⋅ 3 Baths ⋅ Sandalwood Creek Condo Ph 01 SubDv. ⋅ 32789 Zip Code

Completely Renovated from Top to Bottom – Best Value in Winter Park! Welcome to this stunning 2-bedroom, 2.5-bathroom condo has been fully renovated from top to bottom, offering modern style, comfort, and unbeatable value in one of Winter Park’s most desirable locations. It is situated more as a townhome, so you will never have to worry about neighbors above or below you. Every inch of this home has been updated, including brand-new luxury vinyl plank flooring, fresh interior paint, modern cabinetry, quartz countertops, and fully remodeled bathrooms with sleek new finishes. The kitchen shines with new stainless steel appliances, while the entire home is brightened by all-new recessed lighting and stylish light fixtures. Major upgrades like a new HVAC system, new plumbing, and a new water heater ensure worry-free living. All for a reasonable HOA, you get to enjoy a well-run community with a community pool, and a hassle-free low maintenance lifestyle. Located just minutes from Park Avenue and Downtown Maitland, you’ll have premier shopping, dining, and entertainment at your fingertips. Plus, it's zoned for top-rated schools: Dommerich Elementary, Maitland Middle, and Winter Park High. This is one of the most affordable, move-in-ready homes in Winter Park—a rare find in today’s market. Don’t miss out—schedule your private showing today!

311 Sandlewood Trail Unit 4, Winter Park

$280,000

2 Beds ⋅ 2 Baths ⋅ Winter Park Gardens Condo SubDv. ⋅ 32789 Zip Code

HUGE PRICE CHANGE! Welcome to this beautifully updated second-floor unit, offering a fresh and modern living experience. Featuring brand-new luxury vinyl flooring, new appliances, granite countertops, as well as upgraded fans and light fixtures, this home combines style and comfort. Enjoy breathtaking, floor-to-ceiling pond views from the sunroom, creating the perfect spot to relax and unwind. The building has been fully replumbed for added peace of mind. CLICK ON VIRTUAL TOUR to get an overview of the complex. Nestled within over 8 acres of lush gardens, the complex boasts majestic live oaks, lighted walking paths, a serene pond, and a beautiful pool oasis – providing a tranquil, park-like setting. Winter Park Gardens is a vibrant 55+ community that also welcomes younger owners, offering an unparalleled location just a short walk from everything Winter Park has to offer. Come see why Winter Park Gardens is the best buy in Winter Park and experience the lifestyle you’ve been dreaming of!

700 Melrose Ave Unit A 22, Winter Park

$2,325,000

4 Beds ⋅ 4 Baths ⋅ Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code

Welcome to this charming one owner home nestled on the shores of Lake Knowles in the heart of Winter Park, located in one of the most sought-after neighborhoods. This home truly has it all and is just steps from Winter Park Racquet Club and minutes to Winter Park’s Interlachen Country Club as well as coveted Park Avenue, that features many restaurants and shops. This 4-bedroom, 3.5 bath pool home has amazing curb appeal with incredible landscaping as well as unique features throughout that will make you never want to leave. From the minute you park, the car to the first step inside, this home will have you wanting to come back for more. As you walk inside, the foyer immediately informs you of the quality of the home. The family room opens into the kitchen and is the perfect place to entertain family or friends. The kitchen has incredible views of Lake Knowles, and kitchen cabinets have been freshly painted. The fireplace in the family room is surrounded by built-in cabinets which provide ample storage. The French doors that lead out to the pool area provide a tremendous amount of natural light. The downstairs is finished off by an office, an additional sitting room, a dining room and a half bath. Located upstairs, 2 bedrooms share a bathroom and have doors that lead out to the covered patio. The owner’s retreat features a fireplace, crown molding, a large walk-in closet and a large master bathroom. Now that we saved one of the best parts for last let’s make our way outside! The back porch overlooks the serene pool and the screen enclosure is perfect for keeping those pesky bugs away. The rear hedge provides wonderful privacy from rear neighbors. Don’t miss the opportunity to have incredible sunsets from your very own private balcony - call today to set up your private showing.

1522 Lake Knowles Circle, Winter Park

$341,000

4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 4th Add SubDv. ⋅ 32789 Zip Code

Welcome to 2827 Euston Rd, a beautifully updated home in the highly desirable Winter Park area with the added bonus of no HOA! This charming residence offers 3 beds, 2baths, and a versatile bonus room that can be used as an office, playroom, or additional living space. The master suite is thoughtfully separated from the other two bedrooms, providing privacy and convenience. Inside, you’ll find a brand-new kitchen with stylish finishes, updated bathrooms, luxury vinyl flooring throughout, and all-new windows that fill the home with natural light. Enjoy peace of mind with recent upgrades, including a new HVAC system, a new water heater, and a roof installed in September 2020. The spacious yard offers plenty of room for outdoor living and entertaining, making it the perfect place to call home. Conveniently located just minutes from I-4, this home offers easy access to downtown Orlando, nearby attractions, and top-rated schools. Schedule your private showing today!

2827 Euston Road, Winter Park

$425,000

2 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

Discover the charm of this beautiful 3-bedroom home in the heart of Winter Park, one of the most desirable areas in Central Florida! • Bedrooms: 3 bedrooms, offering comfort and functionality. • Location: Situated on a serene street, providing the quintessential Winter Park lifestyle. • Roof: Recently replaced, ensuring long-term durability and peace of mind. • Fireplace: Cozy wood-burning fireplace, perfect for relaxing evenings. • Lot Size: Expansive lot with endless possibilities for outdoor living, gardening. This stunning home is a must-see! Perfect as a cozy retreat or an exceptional investment opportunity in a prime location. all the information is intended to be accurate and must be verified by buyers / realtor agent.

1550 Indiana Avenue, Winter Park

$735,000

3 Beds ⋅ 3 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Welcome to 800 Greens Ave - inspired by the visionary principles of Frank Lloyd Wright. This custom built home is thoughtfully designed on a third of an acre lot in 32789. You will notice the trademark horizontal roof lines as soon as you arrive and how the structure harmonizes with the surroundings. This 2-story home offers an exceptional living experience for discerning buyers who appreciate quality materials and craftsmanship. Enter through the stunning Prairie style front door to a foyer featuring oak floors and staircase. The entrance sets the tone for the entire home. As you continue forward you will notice another signature Wright design with compression and release from the foyer to the 11’ ceilings in the living room. The living room and dining room open to create a vast entertaining area with large picture windows and sliding glass doors overlooking the trees beyond. A fireplace is piped for propane and ready to get cozy this winter! A pocket door from the foyer leads to the HUGE kitchen that is truly a chef’s dream. There is plenty of room to cook, bake or entertain with walls of solid Oak cabinetry. A built-in pantry adds even more storage. An opening from the kitchen to the dining area provides the perfect buffet for guests when hosting. Glass blocks provide natural light and a prairie style window enhances the space. Step outside to enjoy a stroll through the expansive backyard featuring peaceful trails. Plenty of space to expand, build a deck, add a pool, build a garden, or all three. Or just enjoy the privacy and bird watching! Inside, the downstairs primary suite is a private retreat located just off the foyer. This room offers an attached bathroom with 9’ ceilings, a large walk-in closet, and a second closet for storage or linens. The bathroom vanity provides ample room to put on makeup with glass blocks designed to diffuse the natural light. The walk-in shower offers two shower heads and cove lighting. Just off the primary suite is an interior laundry room with storage and hanging space, a laundry sink, and side exit door. A downstairs half bathroom is tucked away perfect for guests. Sitting center stage is the artfully designed Oak staircase with glass newel cap. Make your way upstairs to the guest quarters. The first guest bedroom is currently being used as a library and offers a large walk-in closet. The hall bathroom offers a shower/tub combo with cove lighting. Natural light floods through wood cased windows above the vanities. The 2nd guest room is quite spacious with a HUGE hall storage closet and a 2nd vanity area that can be closed off for privacy. This home is immaculate and turnkey with only 1 owner! Additional considerations upgraded at the time of construction: Underground electric service, Pella Metal Clad Wood Insulated Windows and Doors, Floor joists built 16” on center, all wall sheathing and flooring was nailed by hand, hurricane straps, extra insulation inside and out, custom lighting plan, antique brass hardware, solid doors, Cedar exterior soffits with canned lighting, Elastomeric Paint on the exterior, Repipe in 2017, New Water Heater 2017, Pine casings and baseboards, and so much more. On a quiet street in Winter Park a block from Dubsdread Golf Course. Minutes to Edgewater Dr. and Park Ave. shopping and dining. The area's best restaurants are minutes away with convenient access to I-4 to go anywhere in Central Florida. Property appraised in November 2024 and available upon request.

800 Greens Avenue, Winter Park

$755,000

Maitland Shores Second Add SubDv. ⋅ 32789 Zip Code

Welcome home to 1000 Howell Branch Road, a canal front private oasis. This recently cleared lot is located on an oversized half acre+ lot with a recently dredged fresh water canal frontage, with easy access to Lake Maitland/Winter Park Chain of lakes. Hurry, it’s currently the only vacant lot available on the Chain of lakes. The private backyard is backed up to more than 2 acres of conservation areas, which makes it have an incredible feel. You can be minutes from the hustle and bustle, but step onto the lot and you will feel like you have escaped into your own private natural oasis. This lot is zoned for top rated schools and the premium location makes this a must see opportunity. Conveniently located to downtown Park Avenue’s shops and restaurants, with easy access to Maitland City Centre and downtown Orlando, what else could you want? Come see this one today before it’s gone.

1000 Howell Branch Road, Winter Park

$1,080,000

4 Beds ⋅ 3 Baths ⋅ Waterbridge SubDv. ⋅ 32789 Zip Code

REINTRODUCING 1718 DEMETREE DRIVE … YOUR FOREVER HOME IN WINTER PARK! This beautiful 4 bedroom, 2.5 bath, single story traditional brick home is located in the desirable WATERBRIDGE neighborhood. Waterbridge is known for showcasing homes with excellent curbside appeal, manicured lawns and landscape, huge oak trees lining the streets and well-maintained sidewalks while fostering a sense of safety and community. Entering the home, through the newly painted double doors, you are greeted by the warm and welcoming formal living and dining room. The stunning kitchen features solid wood cabinets, stainless steel appliances, granite countertops, and counter seating. This space is brightened by a charming window over the kitchen sink and lovely bay window in the dining nook that opens to the cozy family room highlighted with an impressive brick fireplace that is sure to impress! Ceiling fans, engineered hardwood floors, porcelain, and travertine throughout the main living areas. Two car side entrance garage leads to the large laundry room with utility sink and plenty of storage space. Expansive master bedroom, bathroom with walk-in shower, large custom closet and double doors leading to the outdoor living space. Three additional bedrooms with functional closet space are easily accessible to the hallway/pool bath. The NEWLY RESURFACED SALTWATER POOL and above ground spa are set within a generous outdoor area, complete with a screened enclosure overlooking a fully fenced backyard, privacy hedge and flourishing lemon trees. Excellent schools … Brookshire Elementary, Glenridge Middle and Winter Park High close by. Convenient to Baldwin Park, to enjoy the lake, dog park, restaurants and shopping. Easy access to downtown Orlando and Park Ave Winter Park. Don’t miss your chance to make this incredible home your own! Call today to schedule your private showing!

1718 Demetree Drive, Winter Park

$842,500

3 Beds ⋅ 3 Baths ⋅ Virginia Heights Pt Rep SubDv. ⋅ 32789 Zip Code

ENJOY ALL DOWNTOWN WINTER PARK OFFERS INCLUDING LAKE ACCESS WITH THIS MOVE-IN READY TOWNHOUSE! This spacious abode has 3 bedrooms and 3 baths with 2284 sq. feet, 10’ ceilings, custom details throughout and natural lighting-all ready for immediate enjoyment. Foyer with slate flooring welcomes guests to enjoy the doubled sided gas fireplace in the living and dining area with wood floors. Nearby a butler bar with custom cabinetry and wine refrigerator is ready for your beverages. Chef-inspired kitchen has a long granite sitting bar overlooking the family room. GE Monogram ovens and refrigerator, gas cooktop with griddle, specialty lighting and soft close cabinets with pullouts will inspire your cook! Through French doors is the covered courtyard with stainless gas grill: perfect for entertaining. Nearby is an ideal guest suite or office with a customized closet and full bath. Large laundry room near the garage has granite countertops, cabinets, utility sink and LG Smart washer/dryer! Upstairs is a spacious primary bedroom with French doors to a private covered balcony! Also 2 walk-in closets with custom shelving, jacuzzi bath, oversized shower, and dual vanities with granite countertops. Additional ensuite bedroom and laundry area. Attached 2-car garage with epoxy flooring , and an additional parking pad in rear makes this true maintenance free living in the heart of WP. Walk to Park Ave for dining and shopping, WP Tennis Center, new WP outdoor park, and Rollins College! Neighborhood Lake Virginia access for kayak and paddleboard launching to the Winter Park Chain of Lakes. Top schools: Audubon K-8 and WPHS. New Roof- 7/2024; 2 HVAC- 7/2021; outdoor grill serviced yearly. HOA maintains landscape, irrigation, building maintenance and outdoor lighting.

1134 S Pennsylvania Avenue, Winter Park

$1,340,000

2 Beds ⋅ 2 Baths ⋅ Lords Sub SubDv. ⋅ 32789 Zip Code

Welcome to Winter Park lakefront living at its finest. Experience the ultimate lakefront lifestyle with year-round boating, kayaking and water skiing on your private lake in Florida. Lake Killarney is one of the few lakes in Central Florida where you can land your seaplane on the water. Winter Park offers a vibrant community rich in culture and amenities. From upscale dining and shopping to outdoor activities and renowned schools, this location balances convenience and exclusivity.

571 Lake Front Boulevard, Winter Park

$622,000

4 Beds ⋅ 2 Baths ⋅ Northwood Terrace SubDv. ⋅ 32789 Zip Code

YOU'VE FOUND IT! Come and see this lovely Northwood Terrace charmer! This lovely mid-century 4/2 is located in one of the hottest neighborhoods in Orange County. This cozy ranch home has been lovingly kept and maintained by the same owner for the past 35 years! Generations of love and laughter have reverberated across the walls and backyard. Beautiful landscaping, in-ground pool, and an airy rear lanai and paver patio make for the perfect way to spend your summer afternoons. In the winter, light a fire in the wood burning fireplace and open the french doors to the back yard to hear the birds sing and let the breeze flow in. Enjoy a short walk to the local shops, boutiques, bars and restaurants, or take a few minutes drive into downtown Winter Park, Baldwin Park, or Downtown Orlando. New HVAC & water heater in 2017. Full irrigation for front & back yard. Piping and filter system for the pool 2019. Roof 2021. Zoned for Winter Park School District. This neighborhood is truly a gem in Winter Park and is undergoing rapid transition. Get in while you can!

2131 Sycamore Drive, Winter Park

$2,250,000

5 Beds ⋅ 5 Baths ⋅ Jenkins Second Add SubDv. ⋅ 32789 Zip Code

Welcome to a one-story custom-built contemporary home in Winter Park, completed in 2019 with new landscaping recently added. This stunning property offers 5 bedrooms, 4 full bathrooms, and one powder room in a split-floor plan with luxury finishes throughout. Upon entry, a grand foyer with soaring ceilings and exquisite lighting sets the tone for sophistication in the entire home. The formal dining room, adorned with designer fixtures and custom flooring, provides an elegant space for gatherings. A pass-through bar, featuring beautiful display shelves, connects the dining room to the great room, adding both convenience and style. The kitchen features top-of-the-line appliances, including a gas cooktop, ample cabinets, quartz countertops, an island, and a hidden walk-in pantry. The great room, with its stunning architecture and abundant natural light, features a gas fireplace and opens up to a tranquil outdoor space overlooking a heated pool and spa. This serene oasis is accessible through 10-foot sliding doors that seamlessly create a smooth transition for indoor and outdoor entertaining. The spacious primary suite, with a view of the pool area, creates a peaceful retreat. It includes a generous walk-in closet upon entry, a dedicated coffee bar nook, and a double-sided gas fireplace linking the bedroom with the luxurious bathroom that serves as a tranquil sanctuary, boasting double sinks, a lavish walk-in shower equipped with body jets, and a distinct vanity section. Each of the three additional bedrooms offers private en-suite bathrooms. The guest suite has direct access to the pool area for convenience. The fifth bedroom is a versatile space that can serve as a bedroom, office, or nursery, conveniently located near the master suite. Highly acclaimed Winter Park schools, proximity to local hospitals, Interlachen Country Club, Winter Park Racquet Club, walking distance to YMCA, Phelps Park, and minutes from shopping and dining on Park Ave make the location of this home very desirable! With numerous exceptional features, this home invites you to experience its luxurious beauty firsthand.

1770 Oakhurst Avenue, Winter Park

$260,000

Winter Park SubDv. ⋅ 32789 Zip Code

Hidden treasure on New England! This shady lot is just steps from Martin Luther King Jr Park; 23 acres featuring lake, walking paths, recreation fields and playground. And a short stroll to historic Hannibal Square, Winter Park Community Center, restaurants and shopping. Surrounded by newer construction homes, this 50x70 lot has existing structure, which is not habitable. Lot value ONLY. Please do not attempt to access the structure. Easy access to famed Park Avenue and Winter Park Village. Bring your builder!

860 W New England Avenue, Winter Park

$1,199,000

5 Beds ⋅ 4 Baths ⋅ V H Musselwhites Sub SubDv. ⋅ 32789 Zip Code

Price Improvement! Presenting a distinguished European Modern residence, the "Ponte Vedra" home epitomizes refined living with its meticulous upkeep and sophisticated design. Boasting 5 bedrooms, 4 baths, and encompassing 3,067 square feet of impeccably maintained open living space. Upon entry, a grand foyer sets the tone, leading seamlessly into the combined living room and dining room, characterized by clean lines and an abundance of natural light. To the left, the gourmet kitchen beckons with its array of upscale features, including Stainless Steel appliances, Stone tile backsplash, and Quartz Counters adorning a spacious breakfast island. A Butler's pantry and Walk-in pantry provide ample storage, ensuring both functionality and style. The gathering room beckons with triple sliders opening onto a captivating covered patio, complete with a roll-away screen and a stunning Tongue and Groove ceiling. Outside, an impressive 47' long market light, paver walkway, and Custom Water Fountain feature create an enchanting outdoor oasis, ideal for entertainment and relaxation. The first floor hosts a generously sized bedroom and full bathroom, catering to guests or multi-generational living needs. Upstairs, a versatile bonus loft space awaits, while the Owner's suite offers luxurious touches such as elegant tray ceilings, recessed lighting, and crown molding. The en-suite bathroom features walk-in closets, split vanities, and an oversized Floor to Ceiling tiled frameless shower with both a rain head and hand-held, accompanied by an iconic floating tub. Additional accommodations include three bedrooms, two full bathrooms, and a well-appointed laundry room with a sink and ample storage. This residence has been meticulously maintained, freshly painted inside and out, and boasts the added convenience of plantation shutters and custom drapery, ensuring a move-in ready experience. Ideally situated near Lakemont Elementary, Publix, Advent Health, and mere minutes from Park Avenue.

1880 Windsor Drive, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Park Green SubDv. ⋅ 32789 Zip Code

Welcome to your future home at 1244 Park Green Place, nestled in the vibrant heart of Winter Park, FL. This move-in-ready townhouse offers a seamless blend of comfort and convenience, making it the perfect setting for both new beginnings and cherished memories. Step inside this inviting residence and be greeted by an expansive living space, bathed in natural light, thanks to the high, vaulted ceilings that create an airy and open feel. The hard flooring throughout the home is not only elegant but also promises easy maintenance and durability. This townhouse features three cozy bedrooms and two well-appointed bathrooms, providing ample space for family, guests, or a home office. A/C was recently replaced and roof was replaced within the last 8 years. At the heart of this home is a modern kitchen, boasting luscious granite countertops that offer both beauty and practicality. Whether you're a seasoned chef or a culinary novice, this kitchen is designed to inspire delightful dining experiences. Entertaining is a breeze with the enclosed back porch, providing a perfect backdrop for gatherings or a peaceful retreat after a long day. The fenced-in yard adds an extra layer of privacy and security, making it a safe haven for both relaxation and play. Located conveniently close to shopping centers, appetizing restaurants, world-famous theme parks, and major roads, 1244 Park Green Place ensures that you're never far from where you need to be. Embrace the opportunity to live in a home that combines practicality with endless possibilities for leisure and enjoyment. This townhouse is not just a dwelling; it's a foundation for a life filled with ease, accessibility, and joy. Don't miss the chance to make 1244 Park Green Place your own — a place where every day feels like a breath of fresh air. Welcome home.

1244 Park Green Place, Winter Park

$330,000

2 Beds ⋅ 1 Baths ⋅ Virginia Heights Condo SubDv. ⋅ 32789 Zip Code

PRIME LOCATION for walking to all WINTER PARK offers! Charming first floor 2/1 renovated condo with custom wood-work, hard pine wood floors, and an abundance of natural light throughout is ready for its new owner to enjoy immediately! The covered wrap-around front porch welcomes friends and family to enjoy time together! Glass French doors open into the spacious family room with floor to ceiling windows and views to the side garden. The renovated eat-in kitchen is a delight with Calacatta marble countertops and a bar for sitting while watching or assisting the chef plus a picturesque breakfast nook surrounded by windows. Nearby is a door with a built-in doggy door opening to the fenced courtyard with brick flooring and twinkle lights! A special spot for morning coffee, grilling or having a container garden! The home's hallway leads to the primary bedroom offering privacy, a ceiling fan, French doors and an abundance of windows. The main bath has dual glass bowl vanities with the shower/ tub combo separate and secluded. The other bedroom would also make a wonderful home office, guest or exercise room. Barn style storage and parking is in the space closest to your door!! This unit also has lake access at Virginia Heights Community Dock on College Point to enjoy Lake Virginia and the WP Chain! Walk to Park Avenue, WP9 Hole, Rollins, Winter Park Tennis Center, and the new WP outdoor area almost completed. HOA is self managed with only 6 friendly owners who love the property and are responsive. Indoor laundry with washer/dryer, roof is 2019 and HVAC, 2017.

1302 S Pennsylvania Avenue Unit 4, Winter Park

$400,000

3 Beds ⋅ 2 Baths ⋅ Fairbanks Shores 2nd Add SubDv. ⋅ 32789 Zip Code

Introducing a rare gem nestled in Winter Park. This charming ranch-style home, spanning 1,477 sq ft, offers a harmonious blend of comfort and convenience. Beyond the threshold, discover a welcoming 3-bedroom, 2-bath retreat, thoughtfully designed with a devotion to space and function. Perfectly positioned just minutes from I-4, your gateway to the region awaits, granting effortless access for any commute or a leisurely drive. Additionally, you're a stone's throw away from the renowned Park Avenue, where the soul of Winter Park comes alive with its world-famous boutiques, dining, and cultural events. Don't miss this unparalleled opportunity to own a piece of Winter Park, where such remarkable offerings are a rare find.

2891 Roxbury Road, Winter Park

$456,900

2 Beds ⋅ 1 Baths ⋅ Orwin Manor Stratford Sec SubDv. ⋅ 32789 Zip Code

Fall in love with this home - perfectly positioned on a beautiful, tree lined street, in the highly desirable Orwin Manor neighborhood in Winter Park. This warm, timeless and appealing 1947 bungalow has been lovingly updated and offers a seamless unique blend of yesteryear and modern updates. It is packed with charm and potential in every nook. As you step inside, you'll be greeted by original hardwood floors, updated kitchen and a view of your mature landscaped backyard from the light and airy sun room. The main bedroom does not disappoint with its larger size not found in these bungalows. You'll find the perfect balance of character and convenience in these key areas of the house. If you choose you can also enjoy the Florida sunshine in your spacious backyard or try your green-thumb – even room for expansion. It’s a home that invites you to live, laugh and grow. This home will simply fulfill your needs, indoors and outdoors. New roof, gutters, newer appliances, AC and double pane windows as well. Don't miss your opportunity to make this home yours. Minutes from Winter Park’s historic Park Avenue with Shopping and Restaurants galore, Orlando Museum of Art, The Orlando Science Center, Mead Gardens, AdventHealth Orlando Hospital, Downtown and the Sun Rail Station as well as easy access to the Interstate.

1434 Norfolk Avenue, Winter Park

$440,000

3 Beds ⋅ 2 Baths ⋅ Lawndale SubDv. ⋅ 32789 Zip Code

3 bedroom, 2 bathroom home with one car garage. New roof, remodeled kitchen and baths. Granite countertops, newer appliances including brand new washer and dryer all included. Lots of nice features including motion detection sink in the kitchen. New laminate flooring. Rolling island with seating and barstools stay. Laundry room located inside. Yard is fenced with white vinyl. Great location near Advent Health Hospital, Park Avenue, College Park, Rollins, Mead Gardens, and incredible restaurants.

1781 Michigan Avenue, Winter Park

$835,000

3 Beds ⋅ 3 Baths ⋅ Conwill Estates SubDv. ⋅ 32789 Zip Code

Incredible opportunity to own over a quarter of an acre pool home in the heart of Winter Park. Walking distance to Phelps Park, Winter Park YMCA, and Lakemont Elementary. and less than 10 minutes to Park Avenue. This charming 3 bedroom 3 bathroom ranch home on a quiet tree lined street boasts over 2000 sq ft of living space with stunning windows and charming features throughout. Upon entering the home you are greeted by a spacious living room and dining area. An elongated kitchen sits at the heart of the home equipped with stainless steel appliances and solid wood cabinets. Another large living space off the kitchen area welcomes you with custom built in shelves, a charming wood burning fireplace and a timeless crafted window overlooking the crystal blue pool and mature landscaped backyard views. A large screened in patio provides year round outdoor space for you to enjoy. The backyard oasis is immaculate with fruit trees, lush landscaping and an incredible pool with heated spa for you to live your best Florida life. Upgrades include a brand new pool heater and regulator, a freshly refinished pool and stunning pavers around the pool and main driveway. Home was repiped with pex in 2003. The Hvac is 2015. The skylight and flat roof is 2016. Main roof is 2003.

1771 Chestnut Avenue, Winter Park

$925,000

3 Beds ⋅ 2 Baths ⋅ Virginia Heights SubDv. ⋅ 32789 Zip Code

Beautifully situated in the heart of Winter Park’s Historic District awaits the incredible blank canvas you’ve been searching for. Positioned on a premium corner lot within the picturesque Virginia Heights neighborhood, this property not only boasts unrivaled charm but also features deeded access to the Winter Park Chain of Lakes. The existing dwelling eagerly awaits a creative touch and offers an open and inviting floor plan, featuring a newer HVAC system installed in 2021, updated plumbing in 2005, a new roof in 2007, a new water heater in 2016 and new flooring. This property is a rare find and also provides an excellent opportunity to build the home you've always envisioned. Residents of Virginia Heights benefit from the convenience of a dedicated boat dock for temporary parking, storage space for paddle boards and kayaks, and luxury of picnic tables set in a lush, inviting park—all just steps from your front door. Conveniently just minutes from Park Avenue, Rollins College and Baldwin Park, this beautiful respite presents an exceptional opportunity in a location that embodies the essence of Winter Park living at its finest.

151 Stirling Avenue, Winter Park

$750,000

3 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

Back on market. Buyer's financing fell thru. Located 2 miles from historic downtown Winter Park, this 3 bedroom/ 2 bath, 2,220 sq ft mid-century modern is a unique gem. The parcel is a great opportunity to build new or renovate. Perched on a knoll overlooking spring fed Lake Forest, this property is surrounded by the beauty and tranquility of Nature. Cozy and charming, the floor plan is functional, open, and bright. The main living areas and bedrooms have beautiful, mint-condition paraquet floors. The kitchen, located off the carport, has a new range, stainless sink, built-in pantry and room for a washer and dryer. Formal dining room overlooks the library. With 2 walls flanked with floor to ceiling bookcases, the library could make a great home office or additional living space. The family room and Florida room have a bank of windows that overlook the terraced back yard and have views of the lake. With a wood-burning fireplace, built-ins, concrete floors and beamed ceiling, the Florida room would make a great artist’s studio. The spacious bedrooms are located on the right side of the property with 2 bedrooms sharing a Jack ‘N’ Jill bath. The backyard is an oasis with ample grassy space framed with a concrete block wall with 2 more terraced levels down to the lake. The front yard has citrus trees, Brazilian grape vine, lychee and loquat trees and an abundance of camellias and azaleas. Improvements include AC in 2017, roof in 2015 and some windows in 2001. Central location close to Corrine Dr. shops and restaurants, Baldwin Park and downtown Orlando. Top-rated school district with zoning for Audubon K-8 and Winter Park High. Lots of new construction in the area. Peaceful and private make this a paradise. Welcome home!

2837 Wright Avenue, Winter Park

$525,900

4 Beds ⋅ 2 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

INVESTMENT OPPORTUNITY! - Amazing lot in the desirable Winter Park community of Lake Forest Park. Renovate and Add to the existing structure or start over with a new home build! Original home featured 3 Bedrooms and 1 Bath. Garage Apt. add on features two additional rooms with full bath. .21 Acre lot contains plenty of space for a larger home or pool. This incredible Winter Park Location, across the St. from Lake Forest, is near many other lots that have been repurposed with new high value homes built on them. Walk to Corrine Drive for lunch or skip over to Park Avenue on your bike. The quaint Lake Forest Park neighborhood features beautiful mature landscaping with towering oaks and foliage throughout. Don't miss out on this amazing opportunity to own your piece of historic Winter Park.

2228 Howard Drive, Winter Park

$500,000

5 Beds ⋅ 5 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Discover the allure of Winter Park living with this charming 5edroom, 5-bathroom home, 50K priced below appraisal for exceptional value. Offering a cozy and classic style, this residence presents a canvas ripe for your personal touch. With over 2800 square feet of living space, the possibilities are endless. This Winter Park gem boasts two separate suites, each with private entrances, ideal for versatile use as a home office, teenager's retreat, or even your own private art studio. Complete with kitchenettes and private baths, these suites provide flexibility to accommodate your unique lifestyle needs. Rest easy knowing the home's foundation is solid, featuring a newer roof and septic tanks that bring peace of mind. Whether you envision a multi-generational living arrangement or seek lucrative rental opportunities, this property offers endless potential. Step outside to the screened enclosed covered patio and soak in the serene views of the expansive backyard. Situated near quaint shopping and dining destinations, as well as convenient access to Interstate, shopping, dining, and local attractions, this home epitomizes the quintessential Winter Park lifestyle. Experience the best of Florida living in this inviting abode with endless possibilities.

2500 Euston Road, Winter Park

$575,000

4 Beds ⋅ 4 Baths ⋅ Magnolia Sub SubDv. ⋅ 32789 Zip Code

This outstanding investment opportunity is strategically positioned between the vibrant downtown area of Winter Park. Boasting close proximity to upscale shopping centers, key transportation arteries, and renowned educational institutions, the property stands as a prime investment with unparalleled appeal. The property has been upgraded with a New Roof and New A/C Central Unit.

1256 Michigan Avenue, Winter Park

$455,000

2 Beds ⋅ 2 Baths ⋅ Harper Place SubDv. ⋅ 32789 Zip Code

A prime investment opportunity with a remarkable location. Close to shopping centers, major highways like I-4 and the 408, esteemed institutions like Rollins College, Valencia College and UFC, and nestled between vibrant downtown areas of Orlando and Winter Park. The property offers both convenience and potential for savvy investors. Don't miss out on this extraordinary prospect!

1271 Miller Avenue, Winter Park

$3,650,000

4 Beds ⋅ 6 Baths ⋅ Winflor Court Pt Rep SubDv. ⋅ 32789 Zip Code

In the heart of Winter Park, Elegant, Immaculate, Stunning, One of a Kind…the list could go on & on. Welcome to the house that has absolutely “everything.” This one-story, newly constructed 2022 custom masterpiece, nestled at the end of a private cul-de-sac, has a modern, transitional & timeless style that appeals to anyone & everyone. Enjoy the combination of luxury, the highest quality finishes and a cozy & comfortable warmth that always feels like “home.” While this house is made for entertaining family & friends, it is also premierly located behind the renowned Enzian movie theater & less than 1 mile from Winter Park Village where you can enjoy a plethora of shopping, phenomenal restaurants and entertainment. Additionally, it is situated in the highly-coveted Dommerich school district offering A-rated educations for all families. If the sun is too much, just press your remote control and lower your electronic shades. If the mosquitos come out at night, don’t worry, just turn on your mosquito mister. When it’s unusually cold outside, just turn on your wall-mounted space heaters on the outdoor covered lanai. If you are thirsty, grab some wine from the kitchen wine refrigerator, pour yourself a beer from the summer kitchen keg or grab a soft drink from one of the 4 refrigerators. Enjoy the detached Fitness building with full gym equipment set up, powder bath & steam shower. If you prefer to swim laps, turn on your Badu Swim Jet Pool System & swim as many laps as like against the current. You have 4,060 SF which includes 4 Bedrooms (all en-suites with customized closet systems), 5 full baths, a powder bath, Bonus Room with built-in Office, large utility room with custom doggie area, huge gourmet Kitchen overlooking the family room, dining room and pool area along with an additional Chef’s Kitchen complete with sink, refrigerator & dishwasher. Additionally, the oversized 2 car garage does not disappoint with it’s industrial epoxy floor, custom wall & cabinet storage, incredible dog wash area, side door access to outside and access to a special attic storage under AC. No detail has been overlooked in this beauty from custom built-ins throughout, unique accent walls and metalwork, spectacular light fixtures, 3 sets of Nano Doors for indoor/outdoor living, the finest building materials, including luxurious engineered hardwood floors and the highest-end appliances including 2 WOLF ovens, SubZero refrigerator & Wine Refrigerator and so much more. Enjoy your wood-burning fireplace inside or your gas fire pit outside where you can add an above ground hot tub if you choose with the pre-wire already in place. There is a dedicated speaker for the fire pit area and surround sound speakers throughout. You will appreciate the curb appeal of this home from the outside with its clean, manicured, simplicity and ease of maintenance. No mowing in the back as it is all beautiful, artificial turf that stays green and manicured year-round. Not only does this home offer privacy, it also offers safety with it’s Simply Safe alarm system which includes 3 surveillance cameras (2 outside, 1 inside), window sensors, motion sensors, glass breakage alarms and a doorbell camera. Enjoy NO HOA and no water bill for irrigation with your own private well. This home also has underground utilities which is a bonus when Mother Nature comes around. Too many amazing components and features of this home to list here so come and see what could be your Dream Home!

1441 Cardinal Court, Winter Park

$350,000

3 Beds ⋅ 2 Baths ⋅ Dubsdread Heights SubDv. ⋅ 32789 Zip Code

Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood ceiling and a wall closet, adjoining bath with a shower, dual sinks and the laundry closet for the washer and dryer. The two other bedrooms share the hall bath which is light and bright and has a tub shower. A 12 x 16 sq ft enclosed porch is off the kitchen overlooking the large backyard with an adjacent patio. Two storage sheds in the backyard convey with the property. Home Updates: New Roof in August of 2017, New Electrical panel in August of 2023, Septic System located in the back was Inspected and cleaned out in August of 2023 and the HVAC System in 2018. This home is located minutes from Interstate 4, Downtown Winter Park, Advent Health Hospital and Downtown Orlando.

780 Baffie Avenue, Winter Park

$1,100,000

Forest Hills SubDv. ⋅ 32789 Zip Code

Vacant, clean, buildable lot available in Winter Park! Located in the Lake Sue Community of Winter Park, this property located at 1820 Glencoe Road is available to build your custom home. The lot is able to accommodate upto 5,200 square feet. It is less than 1.5 miles to Park Avenue. Zoned for A-rated schools: Audubon K-8 and Winter Park Highschool. This homesite is also located near Mills 50 District, Audubon Park, East End Market, and only a short walk to Leu Gardens. Utilities are underground. Survey and soil reports are available. Location is everything, so don’t miss the opportunity to take advantage of this active and convenient lifestyle in Winter Park. Call today to schedule a private tour.

1820 Glencoe Road, Winter Park

$335,000

3 Beds ⋅ 1 Baths ⋅ Magnolia Gardens Sub SubDv. ⋅ 32789 Zip Code

Opportunity Knocks- rare Winter Park block home brimming with ownership and investment potential! Live in the heart of Winter Park while enjoying all WP offers in outstanding restaurants, shopping, golf, art festivals, farmers market, theater and more! Walk to the renovated WP Village, Whole Foods, Park Avenue, and the train station while leaving your car at home after work and weekends! This 3 bedroom and 1 bath, bonus room and Florida room is a blank canvas just waiting for your creative touch to transform and possibly enlarge it into the perfect haven. Whether you're looking to craft your personal sanctuary or expand your rental portfolio, this property in the coveted Winter Park community offers a world of possibilities. Rental income potential is substantial in this highly sought-after neighborhood, ensuring a strong return on your investment. But that's not all – the sky's the limit when it comes to the value of this property. With exciting new developments in the area, your investment will only continue to appreciate. Don't miss the opportunity to make this bungalow your own and secure a bright future in the heart of Winter Park! Lot is 100 x 60 allowing 2400 sq feet total with no impact fees.

811 W Webster Avenue, Winter Park

$470,000

3 Beds ⋅ 3 Baths ⋅ Pines SubDv. ⋅ 32789 Zip Code

Welcome to the ultimate investment opportunity in Winter Park! We are thrilled to present to you this phenomenal TRIPLEX that boasts a remarkable occupancy history. This gem is an absolute rarity, nestled in one of the most sought-after locations in town. Don't let this golden chance slip through your fingers – seize the moment and come see it TODAY! Positioned just a stone's throw away from the prestigious Dubsdread Golf Course and Country Club, this trilevel treasure offers unrivaled convenience. Imagine waking up to stunning views of the lush green fairways or enjoying a relaxing afternoon on the verdant patio – the possibilities are endless! But that's not all, folks! This extraordinary property is surrounded by a plethora of amenities that Winter Park has to offer. From the vibrant Winter Park Village to the world-renowned Florida Hospital/Advent Health and the bustling Calvary Orlando, you'll find yourself at the heart of it all. And let's not forget the incomparable shopping, dining, and parks that await you in the vibrant enclave of College Park, just a stone's throw away. The location is truly a masterpiece, but what about the property itself? Well, let us assure you that it matches the splendor of its surroundings. With three separate units, each radiating its own unique charm, this TRIPLEX promises versatility and endless possibilities. Whether you're an astute investor looking to maximize returns or a savvy homeowner seeking to offset expenses, this is an opportunity that cannot be missed. Step inside and be mesmerized by the exquisite architecture and thoughtful design. Each unit showcases spacious living areas flooded with natural light, creating an inviting and warm atmosphere. Picture yourself preparing delicious meals in the well-appointed kitchens, entertaining friends and family in the generous living spaces, or enjoying some well-deserved relaxation in the peaceful bedrooms. Investing in this TRIPLEX means becoming a part of Winter Park's thriving community, where timeless elegance meets modern convenience. The potential for long-term growth and substantial returns awaits you. So, what are you waiting for? Don't hesitate, come explore this rare gem today! The perfect investment opportunity is calling your name. Reach out now and let us help you make your real estate dreams come true.

2040 Jewell Avenue, Winter Park

$1,650,000

3 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Elegant single-story home on an oversized lot in the heart of Olde Winter Park. This home has been meticulously maintained and updated over the years. Interior features include 3 bedrooms and 4 full bathrooms with an office and bonus/TV room that can be used as additional bedrooms, beautiful natural oak floors throughout, higher ceilings with varied heights up to 12 feet, extensive millwork, moldings & built-ins, newer windows, 2 natural gas fireplaces, wet bar, and generous-sized laundry room. The eat-in island kitchen was completely renovated in 2017 designed by Signature Kitchens with Wolf & Bosch appliances, custom cabinets, and quartz countertops. The expansive owner’s suite has a large bedroom with a fireplace, spa-like bathroom with walk-in shower and separate soaker tub, and 2 walk-in closets. Outdoor living areas include a covered porch with a remote-controlled ceiling to enjoy the outdoor living rain or shine, a summer kitchen with natural gas grill, all overlooking a beautiful private and manicured yard with mature landscaping. Natural gas generator. A short distance to Park Avenue, YMCA, and within the top-rated Winter Park school system.

1120 Palmer Ave, Winter Park

$2,090,000

4 Beds ⋅ 4 Baths ⋅ Killarney Point SubDv. ⋅ 32789 Zip Code

LAKEFRONT 2100 Lake Drive, Winter Park. Enjoy panoramic lakefront views from the privacy of your own home with this remarkable single-story lakefront residence on Winter Park’s private Lake Killarney. Offering an expansive 3,555 SF interior layout the home features a 4 bedroom, 3.5 bath, split-bedroom floorplan with a dedicated office. The family/great room at the back of the home has 3 sets of French doors that open to the lanai and screened pool area overlooking the tranquil waters. Off the family room is the dining room and kitchen. The chef’s kitchen is a dream space to work in: bar top peninsula, large island, deep counters, high end, stainless steel appliances, and a pass thru window. The master bedroom also sits at the back of the home taking full advantage of those water views and features two walk-in closets and an en suite bath complete with a dressing vanity. Two of the guest bedrooms are comfortably sized and share a hall bath with tub/shower combo. The fourth bedroom is larger and has its own private bath with walk in shower. There’s no shortage of outdoor living space at this home. From the covered lanai, to the pool and spa, to the covered boathouse with lift, you’ll find there are year-round opportunities to entertain friends and family at this lakefront oasis. Although this home is tucked away in a quiet neighborhood nearby shops and restaurants are just around the corner. Lake Killarney is just minutes from Park Avenue, the Winter Park Village, the Enzian, Whole Foods, and more. Additional property highlights include European Red Oak floors, recessed lighting, a wood burning fireplace, and custom built-ins. For more information on this fantastic waterfront property, inquire today!

2100 Lake Drive, Winter Park

$1,464,000

3 Beds ⋅ 3 Baths ⋅ Vilasa Twnhms SubDv. ⋅ 32789 Zip Code

ENJOY LUXURY & MAINTENANCE FREE LIVING WITH PREMIUM WINTER PARK LOCATION IN THIS VILASA TOWNHOME WITH ELEVATOR! OWNER IS RELOCATING AFTER SPARING NO EXPENSE FOR HIGH-END UPGRADES, ADDITIONAL DESIGNER FEATURES ADDED THROUGHOUT AND LIGHTLY LIVING HERE! The carefully selected award-winning design team of Nasrallah Architectural Group, Ted Maines Interior and Jordan Builders combined forces to orchestrate this exquisite residence of two-story block construction with extra insulation and double pane Pella windows, wood accents, architectural wrought iron stairway and park-like views-all steps away from downtown WP! Your friends and family are welcomed to the bright and open living area of combined kitchen, dining and living room with 13-foot ceilings, designer classic modern lighting, luxury vinyl flooring and picturesque views to the outdoors! The spacious living room is a music lover’s dream with 7.1 Control 4 Surround Sound all powered by Synergy and controllable by one remote and/or phone for TV’s and Yamaha stereo sound inside/outside of the home, lights, window shades, fans, Nest, and alarm- fully automated with no wires! Overlooking the living and dining room, is the Chef’s gourmet kitchen well-appointed with top-of-the-line stainless Sub-Zero French door refrigerator, Wolf built-in microwave and 4 burner gas range with center griddle with convection oven and stainless hood, Cove near-silent dishwasher, quartz counters and designer backsplash, an abundance of flat panel cabinetry and under-mount oversized black sink! The large floating quartz island is perfect for quick meals, chef assistants and tasters while looking through the double stacking sliding glass doors to the private covered lanai with automated screens, gas grill and landscaped greenspace-perfect for year-round enjoyment. Nearby is the built-in butler area with wine refrigerator for servicing your favorite beverage, a guest half bath, access to the oversized 2-car garage with insulated garage door along and ample street parking for all your guests. Lighted steps and wood floored stairs lead to a large den/loft with 5.1 Surround Sound and automated window coverings in order to enjoy your favorite TV series before heading to bed! Or you can ride the wood lined quiet elevator! Two floor-to-ceiling glass doors open to the relaxing balcony overlooking the property’s entrance and beyond. Upstairs the 10- foot ceilings and added insulation allow all 3 bedrooms to experience quietness and their preferred temperature with Nest. Spacious master with an abundance of natural light has an elegant fan and dual designer customized walk-in closets. The refreshing bath will spoil you after a day of enjoying Park Ave with the luxurious oversized soaking tub, marbled-wall glass shower and dual quartz vanities. Hall leads to 2 more stately suits sharing a Jack-n-Jill bath offering an expansive dual quartz vanity, designer created wall and private glass shower. Full-size laundry room has a generous amount of custom cabinetry, quartz counter and an under mounted stainless sink. This home has everything you need to enjoy the nicely added luxurious details including green and energy efficient features while having a maintenance free Winter Park lifestyle: steps away from Park Ave, Winter Park 9, Rollins, Hannibal Square and renovated Winter Park Village-also zoned for top schools. Please see feature sheet for details of this one-of-a-kind townhome and warranties transferring to the new owner!

518 W Swoope Avenue, Winter Park

$408,000

4 Beds ⋅ 3 Baths ⋅ Lake Bell Terrace SubDv. ⋅ 32789 Zip Code

STOP THE CAR! NEW LISTING ALERT in Winter Park has just HIT THE MARKET! Buyers Welcome to 1940 Galen Ave.! As you enter the Foyer of your New Home you will be blown away at the Absolutely Stunning Interior! Wide open space, Oversized Windows allow for a plethora of Natural Lighting to flow through, a Beautiful Living Room and Dining Room combo which has been immaculately Staged by Shelly at Restyled Spaces. You have a Wood Burning Fireplace at the center of your Living Room which is perfect for spending those cool Fall and Winter nights cuddled up with your loved ones. The Dining Room Features a Gorgeous Chandelier sure to wow your guests! Desirable Split Floor plan with one Master to your left, yes there are two Masters in this home so take your pick! Master suite to the left is freshly carpeted, has a walk in closet and bathroom with shower tub combo! Remaining rooms all have ample space and have Gorgeously Restored Hardwood floors original to the home and are a combination of Birch and Oak. It's rare to see two different woods used so you get the best of both worlds, the elegance of Oak and some rustic feel with the Birch! The Kitchen is straight ahead and Features Wood Counters, Oversized Cabinets, Lovely Backsplash and a Deep Farm Sink! We have to take a second to appreciate the flooring in the Kitchen which is such a Unique and Beautiful Stone Tile adding so much character and charm to the home! This tile also continues through to your Bonus Room which has Extended Cabinet Space, a Built In Workspace and the Laundry Closet. This is such a great flex space and could be used for so many things! Step through your French Doors onto your back patio and Privately Fenced in backyard! Bring the pets, let the kids run around, build a garden, the possibilities are endless. Shed for extra storage space as well! This home truly has it all, is MOVE IN READY and the best part...NO HOA! Close to Downtown Winter Park, Downtown Orlando, Altamonte Mall, and so much more. Tons of shopping, dining, and entertainment options in all directions you are really the central hub to so much! All information recorded in the MLS is intended to be accurate however, it should be independently verified by buyer and their agent. Call to schedule your showing today! AGENT BONUS, SEE REMARKS!

1940 Galen Avenue, Winter Park

$440,000

2 Beds ⋅ 1 Baths ⋅ Lake Forest Park SubDv. ⋅ 32789 Zip Code

If you find yourself longing for a slice of Winter Park paradise, with a touch of history and a dash of modern allure, we implore you to take a stroll through 2335 Mulbry Drive. Situated in Winter Park's highly sought-after Lake Forest Park neighborhood, where nearby new construction starts at just over $2 million dollars, this meticulously maintained property is ready for its next occupant. Most of this home has been renovated in the past 5 years while still preserving its mid-century charm. You'll enjoy an updated kitchen with contrasting tuxedo cabinets, inlaid custom honeycomb marble backsplash, Calcutta quartz countertops with brushed champagne hardware. The bathroom offers classic subway tile with modern matte black finish faucets, complimented with hand-painted ceramic floor tile. Light wide-plank oak laminate hardwoods with vaulted ceilings in the living room and bedrooms give this home an even more spacious feel. The primary bedroom offers mid-century Santa Barbara styled closets for extra storage. A paver patio compliments the manicured back yard which provides easy access to Blue Jacket Park. Some additional upgrades include but are not limited to: house rewire (2023), new interior paint/ceiling fans (2023), sod/landscaping (2020), water heater (2018), HVAC system (2018), plumbing (2018). Minutes from Park Avenue, East End Market, and Downtown Orlando this homes location cannot be beat. Previously leased for $2295 so it may have potential income opportunity for the next owner! Secondary listing agent is owner. Some photos may reflect condition prior to 2023 renovations and may be virtually staged from a previous listing. *MULTIPLE STRONG OFFERS HAVE BEEN RECEIVED. SELLER'S REQUESTING HIGHEST AND BEST OFFERS SUBMITTED BY 5PM TUESDAY 8/22*

2335 Mulbry Drive, Winter Park

$415,000

3 Beds ⋅ 2 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Multiple Offers. Welcome to this charming & cozy cottage on a very quiet tree-lined street in Winter Park! This adorable dwelling invites you in with rich wood laminate flooring throughout, all new fresh interior paint, and an abundance of windows that allows natural light to fill the home. The quaint living space is open to a nicely updated Kitchen that provides plenty of cabinets, granite counters, subway tile backsplash, stainless appliances, a cooking peninsula with breakfast bar, and an eat-in space. You’ll be impressed with the architecturally inspiring sunroom with walls of windows illuminating the room and vaulted ceilings with exposed beams & rafters, accented with uplighting. The home offers a very desirable split plan with a secluded & spacious owner’s retreat beyond the sunroom, and it delivers more of the rich wood laminate flooring, a walk-in closet, a wonderful updated en-suite bath plus French doors for private access to the fully fenced and lushly landscaped backyard. The other side of home has 2 more bedrooms & an updated bath with newly refreshed tub & shower surround. You will also find a convenient laundry closet just outside the bedrooms. All of this is situated on picturesque, landscaped & tree covered .22-acre lot that has irrigation & rear storage shed. This ideal location is only minutes from the newly reinvented Winter Park Village shopping, dining & entertainment and the renowned Park Ave dining and shopping in downtown Winter Park. You’ll find easy access to just about anywhere via I-4.

2600 Lotafun Avenue, Winter Park

$520,000

Metzingers Add SubDv. ⋅ 32789 Zip Code

Close to hospital, shops, school, entertainment, I4, 408, markets, restaurants, medical buildings, few miles to Orlando and Winter Park's downtown, golf course, tennis courts, and public boat dock. Five minutes from Rolins and Valencia Community College. 5 minutes to Park Avenue and US Post Office.

1321 Harmon Avenue, Winter Park

$2,300,000

4 Beds ⋅ 5 Baths ⋅ Golf View Heights Un A SubDv. ⋅ 32789 Zip Code

SHOWCASE HOME- Resort style living! Beautiful Modern-Mediterranean Custom Pool Home, built by Dave Cahill Company. 4,611 heated square feet! Flexible split bedroom floorplan featuring spacious open living spaces full of natural light. Open and airy home has 4 large bedrooms with private bathrooms, including a rare DOWNSTAIRS guest suite, walk-in closets, powder bath, great room with a gas fireplace and lofty ceilings, den/office, family dining room with built in area for bar or credenza. Huge gourmet kitchen gas 4- burner cooktop 2 pantries (one hidden in cabinetry), floor to ceiling windows, island and eat-in space, honed granite countertops, farmhouse sink with commercial grade faucet, stainless steel Bosch appliances. Luxurious PRIMARY downstairs bedroom and elegant primary bathroom- double headed shower, dual vanities, soaking tub and enormous primary closet. Upstairs boasts a large game room, a spacious media room with vaulted ceilings pre- plumbed and pre-wired for a home theatre and 2 large bedrooms with private bathrooms, office and walk-in closets. Loft currently being used as a playroom and gym. You will never run out of closet space! Large storage closets throughout. Nicely sized laundry room with built in dog house for our furry friends. Spacious back porch with remote retractable screens, summer kitchen, backyard with a cabana and gas fireplace (new heating mechanism), pool with beach shelf and water feature. Very private backyard and fully landscaped. New exterior paint 2022 and freshened interior paint 2023. Oversized 2 car garage. Neighborhood draws lots of doctors due to proximity to hospitals. Walk the brick street and bike around Windsong and Baldwin Park. Minutes from Park Avenue Restaurants and shopping! Close to Lake Highland Prep, Park Maitland, and Geneva Schools. Winter Park public schools- Brookshire, Glenridge and WPHS.

1730 Greenwich Avenue, Winter Park

$2,240,000

5 Beds ⋅ 5 Baths ⋅ Camwood Sub SubDv. ⋅ 32789 Zip Code

Newly updated and ready for new owner to begin building memories immediately as it is move in ready! This stately Winter Park residence by Rex-Tibbs Custom on an oversized corner lot on Park Avenue is available for the first time to welcome it’s new owner to peerless luxury! This 5-bedroom, 5-bath with downstairs office and master, a bonus room and guest wing, is walking distance to restaurants, shops and WP golf course. Double wide circle drive and side garage provide plenty of parking for family and friends to visit. The spacious foyer welcomes guests with the new designer features of lights, fans plus high ceilings, wood floors, crown molding, shutters, abundance of storage, and built-ins all freshly painted. The foyer opens to the separate living and dining room both with picturesque windows having views to the front. Nearby is the heart of the home: a well-appointed chefs eat-in kitchen sporting a large quartz sitting island, stainless built-in appliances including dual ovens and cooktop, walk-in pantry, abundance of cabinetry with new designer selected fixtures, wood floors and a private paver patio- perfect for morning coffee! The kitchen overlooks the family room and lanai area making it an ideal space for relaxing and entertaining. The bright family room has built-ins, fireplace and 2 sets of French doors to the covered lanai with fans and the resort backyard. A hallway leads to a home office with built-ins, full guest/pool bath and private master wing. Spacious master retreat has tray ceilings, customized walk-in closet, soaking tub, oversized shower, dual sinks with granite counters and doors to the lanai area. Upstairs is the ideal bonus space for movies, gaming and homework .2 large bedrooms with walk-in closets share a Jack-n-Jill bath. Another bedroom and full bath complete the area. There is a guest wing nearby also accessed by its own stairs off the kitchen! This guest wing has a spacious bedroom with a Juliet balcony overlooking the resort backyard, updated bath and AC storage. The backyard is ready for year-round enjoyment with the lanai featuring tongue and groove ceiling, fans, speakers and wet bar overlooking the brick lined resort pool and deck. Plenty of green space with new sod and landscape plus beyond the pool area is ideal for gardening, pets or ball throwing. The well-equipped indoor laundry room with washer, dryer, utility sink, built-in cabinetry and 2 closets for storage leads to the oversized 3-car garage: with new epoxy flooring, window panels on garage doors and paint! Zoned for the top WP schools, walk to Park Avenue, and easy access to all of central Florida including downtown, the parks, beaches and airport. Immaculately cared for and improved for the new owner to enjoy immediately!

1300 Raintree Place, Winter Park

$199,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Welcome to 2500 Lee Rd. #111. This gem of a condo community is truly is a hidden luxury. 10min from downtown Orlando, 6min from Park Avenue. 2min from I-4. Just prime location! The unit is 645sqft, 1 bedroom 1 bathroom and freshly renovated and ready for the next homeowner. Electrical Panel updated 2023. This is not an investor flip because the HOA has an approval process for all buyers and the homes in the community are not allowed to become rentals until 2yrs of homeownership. You can rest knowing that majority of the neighbors in the community are actually homeowners and not renters. Parking is limited and most units have only one designated parking spot. Well fate shall have it, this home has two assigned parking spots! The community is surrounded by large healthy oak trees providing lush relaxing landscape. Going to the main attraction of the community; the community has its very own boat access to Lake Killarney. The 239 acre spring-fed lake is a perfect body of water to fish, ski, paddle board, bird watch, etc. Quite a few amazing restaurants sit on the lake as well. The boat slips and dock have been upgraded in recent years. There is water supply to the slips so you can wash the boats. The HOA is $204.74 per month, no additional or reoccurring HOA fees, condo fees, special assessments imposed on the homeowners. Boat slips are available for rent at $30/month and there is a ramp and boat parking available for 24 hours. The pool does have a private deck above the building where you can lounge around or have a party and watch the sunset. Don't miss out on this gem, come see it today. Video and 3D tour available.

2500 Lee Road Unit 111, Winter Park

$169,000

1 Beds ⋅ 1 Baths ⋅ Lakeside Manor Apts Condo SubDv. ⋅ 32789 Zip Code

Under contract-accepting backup offers. Turnkey 1/1 unit in a immaculately maintained, lake-front community! Renovated kitchen, new paint and carpet throughout! The community has luxurious landscaping, lake access for all residents to Lake Killarney, a community pool, laundry room (located directly below the unit) and a storage comes with each unit! AC was replaced July 2021, new roof in 2016. A serene gem in a convenient location just minutes from I-4, Winter Park Village, college park, and all the shopping and dining of the 32789 zip code you can handle! Would be great for an investment property or for a couple who wants to enjoy the lake, without all the maintenance!

2500 Lee Road Unit 237, Winter Park

$969,000

4 Beds ⋅ 4 Baths ⋅ Glencoe Sub SubDv. ⋅ 32789 Zip Code

Contemporary new build in Winter Park, FL! Nestled amongst million-dollar properties, with Lake Killarney just down the street, this single-story residence with four bedrooms, three and a half bathrooms, 3,110 square feet of living space and two-car garage offers clean lines, open floor plan and sleek and modern interiors. The home features a split floor plan with tile plank flooring throughout. Enter to a central living area and designer kitchen overlooking the family room with views of both the front and spacious backyard. The kitchen features chic ceiling-height solid wood white shaker cabinetry, stainless appliances, electric range, island pendant lighting, white farmhouse sink/center island, quartz counters and recessed lighting with LED trim. The primary suite offers views and an entrance to the backyard with en-suite bath featuring a designer tiled walk-in shower with custom glass enclosure, solid wood vanity and walk-in closet with custom shelving. This gorgeous modern home also features three additional guest bedrooms with two full baths and one half bath. Interior laundry with mop sink. Plenty of room for a pool or host outdoor BBQs and gatherings in the spacious fenced-in backyard. Close proximity to all of the cultural offerings and commerce Winter Park is known for, just a quick stroll, bike ride or drive away. Near Hillstones, Park Avenue, Winter Park Village, Trader Joe's, Rollins College, Enzian Theater, golf courses, College Park, SunRail and traffic access points. No HOA. Additional Features: Pre-Wired for a Pool, 30-year fiberglass architectural shingles. Energy-saving features: Core-filled block with foam insulation, R-38 fiberglass insulation in attic, low-E double-pane vinyl-insulated windows, high-efficiency 15-seer Rheem AC. Programmable thermostat, high efficient 50-gallon propane gas tankless water heater. *Professional photos coming soon!

2430 Roxbury Road, Winter Park

$3,001,950

3 Beds ⋅ 4 Baths ⋅ N/A SubDv. ⋅ 32789 Zip Code

Nestled along the shores, on approximately an acre property on Lake Maitland walking distance to downtown Park Ave, with one of the most sought-after addresses in Winter Park, this secluded historic lakefront estate showcases the finest in authentic Spanish-style architecture. Built in 1930 and known as “Casa Felice” or House of Happiness, this is reportedly the 2nd home in the Winter Park area designed by James Gamble Rogers II… Boasting classic materials from the era and brimming with meticulous attention to every detail, the character, style and elegance of old-world Spain is highlighted throughout. Exceptional appointments include heart pine flooring, impressive solid stucco walls, gorgeous, beamed ceilings and pecky cypress doors. Three bedrooms (all upstairs) and all living areas/kitchen downstairs in the main residence. Additionally, there is a separate guesthouse, that could be one or two additional bedrooms or perfect for hosting friends and family with a multitude of flexible uses... Extremely well-constructed on over an acre of land, an outdoor private oasis features a saltwater pool, extensive flagstone terrace along with a sprawling back yard leading down to the lake with boathouse & waterfront entertaining. An extremely rare opportunity not only to own a part of Winter Park history, but to thoroughly enjoy the character & charm of one of Winter Park’s landmark special homes with the added bonus for those seeking to enjoy the quintessential Central Florida chain of lakes lifestyle…

1290 N Park Ave, Winter Park

$?

4 Beds ⋅ 2 Baths ⋅ Fairbanks Shores SubDv. ⋅ 32789 Zip Code

2884 Euston St, Winter Park

$?

3 Beds ⋅ 3 Baths ⋅ Fairshores Place SubDv. ⋅ 32789 Zip Code

Charming Winter Park Pool Home! This fantastic three bedroom, two and one-half bath home has been completely renovated inside and out with high-end finishes. New Tile floors throughout with beautiful inlay in the foyer, granite counters and cabinets in the kitchen and bathrooms, stainless steel appliances, freshly painted inside and out, all new windows throughout home with blinds. Hot water heater, plumbing, roof and HVAC all replaced in 2013. Great open floor plan with rooms that flow seamlessly. Family Room offers a wood burning fireplace, bar and sliding doors that lead to the patio and new marcited pool. Nice fenced yard, oversized lot and two car garage. All this with a Winter Park address! Do not miss this one!

2803 Riddle Drive, Winter Park

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5 Beds ⋅ 5 Baths ⋅ Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

An amazing opportunity to own a Winter Park lakefront estate. Located on the shores of Lake Killarney with 100 feet of lake frontage, renovations include open pool with waterfall, covered boat dock, and numerous patios and balconies with gorgeous lake views! Almost every room offers breath-taking views! The new kitchen has stainless steel appliances and custom cabinets. The living room has a river rock floor-to-ceiling fireplace, built-ins and beautiful wood floors. The master suite is brand new with sitting room, luxurious bath and a spectacular closet. A family room with loft and grand windows connects to a second master suite with fireplace. Extras include a second family room, a Florida room, plantation shutters, vaulted ceilings, wood floors, and much more! Lake Killarney is a beautiful private ski lake with wonderful wildlife and scenery!

2411 Euston Road, Winter Park

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